Synthesis and application of novel nucleoside phosphonates and phosphoramidites modified at the base moiety

Autor(en): Seela, F
Chen, YM
Melenewski, A
Rosemeyer, H 
Wei, CF
Stichwörter: 2'-deoxyisoguanosine; 2-deoxyisoinosine; 5-aza-7-deaza-2'-deoxyguanosine; Biochemistry & Molecular Biology; CONFORMATION; FORMYCIN; N-1-methyl-2'-deoxyformycin A, B; oligodeoxyribonucleotides; OLIGONUCLEOTIDES; ORIGIN; PROTECTING GROUPS
Erscheinungsdatum: 1996
Herausgeber: ACTA BIOCHIMICA POLONICA
Journal: ACTA BIOCHIMICA POLONICA
Volumen: 43
Ausgabe: 1
Startseite: 45
Seitenende: 52
Zusammenfassung: 
The H-phosphonates and phosphoramidites of 2'-deoxyisoguanosine, 2'-deoxyisoinosine, 5-aza-7-deaza-2'-deoxyguanosine, and N-1-methyl-2'-deoxyformycin A were prepared. The diphenylcarbamoyl group was chosen for the 2-O-protection of 2'-deoxyisoinosine and 2'-deoxyisoguanosine, and dimethylaminoalkylidene groups were used to block the amino function of the various monomers. The synthesis of isoguanine oligonucleotides was found to be much more efficient using the 2-O-protected building blocks compared to those without oxygen protection. Oligodeoxynucleotides containing 2'-deoxyisoguanosine and 2'-deoxycytidine form parallel duplex structures. The self-complementary duplex containing 5-aza-7-deaza-2'-deoxyguanosine and 2'-deoxycytidine forms a stable duplex in acidic solution (pH = 5.0) while it is destabilized under neutral conditions.
Beschreibung: 
Symposium on Structure and Biological Functions of Nucleic Acid Components and Their Analogues, and Related Topics, WARSAW, POLAND, SEP 02-05, 1995
ISSN: 0001527X

Show full item record

Page view(s)

2
Last Week
0
Last month
0
checked on Mar 4, 2024

Google ScholarTM

Check